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PARIS — Angers signed Arsenal midfielder Jeff Reine-Adelaide on loan until the end of the season as the French transfer window drew to a close Wednesday.

The 20-year-old Adelaide was widely tipped to succeed at Arsenal after winning the Under-17 European championship with France in 2015 and being named in the team of the tournament. The versatile midfielder joined Arsenal the same year from French side Lens, but has made only eight appearances for Arsene Wenger’s side.

Angers, which is in 16th place in the first division, also loaned striker Enzo Crivelli to 13th-place Caen with an option to buy him at the end of the season.

Meanwhile, Arsenal released another player as right back Mathieu Debuchy joined French club Saint-Etienne until the end of the season.

The 32-year-old Frenchman joined Arsenal in 2014 but, following a bright start, made only 30 appearances.

Former France midfielder Clement Grenier, once highly-rated, left seven-time French champion Lyon to join Guingamp on an 18-month deal as his injury-plagued career took another turn.

The 27-year-old Grenier, a skilful free kick specialist, made five appearances for France but could never get his career fully off the ground due to a series of niggling injuries. He joins Guingamp after making more than 150 appearances for Lyon and six on loan to Italian side Roma in the second half of last season.

Lyon signed right back Leo Dubois from Nantes on a four-year contract, but let him continue the rest of the season with Nantes. No transfer fee was given but the 23-year-old Dubois was out of contract with Nantes in June.

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